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Fluorescence turn on amine detection in a cationic covalent organic framework

Author

Listed:
  • Gobinda Das

    (New York University Abu Dhabi (NYUAD))

  • Bikash Garai

    (New York University Abu Dhabi (NYUAD)
    New York University Abu Dhabi (NYUAD))

  • Thirumurugan Prakasam

    (New York University Abu Dhabi (NYUAD))

  • Farah Benyettou

    (New York University Abu Dhabi (NYUAD))

  • Sabu Varghese

    (CTP, New York University Abu Dhabi (NYUAD))

  • Sudhir Kumar Sharma

    (New York University Abu Dhabi (NYUAD))

  • Felipe Gándara

    (Materials Science Institute of Madrid – CSIC)

  • Renu Pasricha

    (CTP, New York University Abu Dhabi (NYUAD))

  • Maria Baias

    (New York University Abu Dhabi (NYUAD))

  • Ramesh Jagannathan

    (New York University Abu Dhabi (NYUAD))

  • Na’il Saleh

    (United Arab Emirates University
    United Arab Emirates University)

  • Mourad Elhabiri

    (Université de Strasbourg, Université de Haute-Alsace, CNRS, LIMA, UMR 7042, Equipe Chimie Bioorganique et Médicinale)

  • Mark A. Olson

    (Texas A&M University Corpus Christi)

  • Ali Trabolsi

    (New York University Abu Dhabi (NYUAD)
    New York University Abu Dhabi (NYUAD))

Abstract

Ionic covalent organic frameworks (iCOFs) are new examples of porous materials and have shown great potential for various applications. When functionalized with suitable emission sites, guest uptake via the ionic moieties of iCOFs can cause a significant change in luminescence, making them excellent candidates for chemosensors. In here, we present a luminescence sensor in the form of an ionic covalent organic framework (TGH+•PD) composed of guanidinium and phenanthroline moieties for the detection of ammonia and primary aliphatic amines. TGH+•PD exhibits strong emission enhancement in the presence of selective primary amines due to the suppression of intramolecular charge transfer (ICT) with an ultra-low detection limit of 1.2 × 10‒7 M for ammonia. The presence of ionic moieties makes TGH+•PD highly dispersible in water, while deprotonation of the guanidinium moiety by amines restricts its ICT process and signals their presence by enhanced fluorescence emission. The presence of ordered pore walls introduces size selectivity among analyte molecules, and the iCOF has been successfully used to monitor meat products that release biogenic amine vapors upon decomposition due to improper storage.

Suggested Citation

  • Gobinda Das & Bikash Garai & Thirumurugan Prakasam & Farah Benyettou & Sabu Varghese & Sudhir Kumar Sharma & Felipe Gándara & Renu Pasricha & Maria Baias & Ramesh Jagannathan & Na’il Saleh & Mourad El, 2022. "Fluorescence turn on amine detection in a cationic covalent organic framework," Nature Communications, Nature, vol. 13(1), pages 1-12, December.
  • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-31393-2
    DOI: 10.1038/s41467-022-31393-2
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    References listed on IDEAS

    as
    1. Jinqiao Dong & Kang Zhang & Xu Li & Yuhong Qian & Hai Zhu & Daqiang Yuan & Qing-Hua Xu & Jianwen Jiang & Dan Zhao, 2017. "Ultrathin two-dimensional porous organic nanosheets with molecular rotors for chemical sensing," Nature Communications, Nature, vol. 8(1), pages 1-14, December.
    2. Laura Ascherl & Emrys W. Evans & Matthias Hennemann & Daniele Di Nuzzo & Alexander G. Hufnagel & Michael Beetz & Richard H. Friend & Timothy Clark & Thomas Bein & Florian Auras, 2018. "Solvatochromic covalent organic frameworks," Nature Communications, Nature, vol. 9(1), pages 1-8, December.
    3. Wei-Rong Cui & Cheng-Rong Zhang & Wei Jiang & Fang-Fang Li & Ru-Ping Liang & Juewen Liu & Jian-Ding Qiu, 2020. "Regenerable and stable sp2 carbon-conjugated covalent organic frameworks for selective detection and extraction of uranium," Nature Communications, Nature, vol. 11(1), pages 1-10, December.
    4. Feng Zhou & Peiyang Gu & Zhipu Luo & Hari Krishna Bisoyi & Yujin Ji & Youyong Li & Qingfeng Xu & Quan Li & Jianmei Lu, 2021. "Unexpected organic hydrate luminogens in the solid state," Nature Communications, Nature, vol. 12(1), pages 1-8, December.
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